Welcome to the site. Several members in your State so you'll have a few people to ride with or help with maintenance. Lots of tips on the site and helpful members.
As for things to check on the bike.... this thread is pretty comprehensive of the few issues you should look for :
http://venturerider.org/forum/showthread.php?t=1067
As has been mentioned, see if you can get service records to see how well kept the bike has been. Check to see if the rear shock is or has been leaking. If you give the bike a good run, listen for the clutch whine.
Keep in mind that being a 2008, you are probably still covered under the 5 year warranty so if anything does come up it would be looked after by the dealer. 5 year warranty is based on date the bike was first purchased.
As for top heavy, you might feel it during slow speeds but when you start moving you won't think it is heavy. I worry more about trying to back up a hill than I do the balance of the bike. You get used to it. Remember, it isn't a crotch rocket.